Photostabilization of coenzyme Q compounds with alkoxycrylene compounds

Abstract

A method of reducing photodegradation of a coenzyme Q 10 compound when exposed to UV radiation in a composition containing said coenzyme Q 10 compound comprising combining with said coenzyme Q 10 compound a compound of formula (I) in an amount effective to quench singlet excited state energy from the coenzyme Q 10 compound and transfer the singlet excited state energy from the coenzyme Q 10 compound to the compound of formula (I), wherein one of R 1 and R 2 is a straight or branched chain C 1 -C 30 alkoxy radical, and the non-alkoxy R 1 or R 2 is hydrogen; and R 3 is a straight or branched chain C 1 -C 30 alkyl radical, thereby photostabilizing the retinoid compound.

1. A method of reducing photodegradation of a coenzyme Q 10  compound when exposed to UV radiation in a cosmetic or dermatological composition containing said coenzyme Q 10  compound comprising combining with said coenzyme Q 10  compound in an amount of at least 0.01% by weight with a compound of formula (I) in an amount of at least 0.1% by weight, based on the total weight of the composition to quench excited state energy from the coenzyme Q 10  compound and transfer the singlet excited state energy from the coenzyme Q 10  compound to the compound of formula (I), 
       
         
           
           
               
               
           
         
       
       wherein one of R 1  and R 2  is a straight or branched chain C 1 -C 30  alkoxy radical, and the non-alkoxy R 1  and R 2  is hydrogen; and R 3  is a straight or branched chain C 1  -C 30  alkyl radical. 
     
     
       2. The method of  claim 1 , wherein R 1  is methoxy and R 2  is hydrogen. 
     
     
       3. The method of  claim 1 , wherein R 1  is hydrogen and R 2  is methoxy. 
     
     
       4. The method of  claim 1 , wherein R 3  is a C 12 -C 24  straight chain or branched alkyl. 
     
     
       5. The method of  claim 4 , wherein R 3  is a 2-butyloctyl radical. 
     
     
       6. The method of  claim 4 , wherein R 3  is an 2-ethylhexyl radical. 
     
     
       7. The method of  claim 1 , wherein the compound of formula (I) is present in an amount in the weight range of about 0.1% to about 20%, based on the total weight of the composition. 
     
     
       8. The method of  claim 7 , wherein the compound of formula (I) is present in an amount in the weight range of about 0.1% to about 10%, based on the total weight of the composition. 
     
     
       9. The method of  claim 7 , wherein the compound of formula (I) is present in an amount in the weight range of about 0.1% to about 5%, based on the total weight of the composition. 
     
     
       10. The method of  claim 1 , wherein the coenzyme Q 10  compound is present in an amount in the weight range of about 0.01% to about 5%, based on the total weight of the composition. 
     
     
       11. The method of  claim 10 , wherein the coenzyme Q 10  compound is present in the weight range of about 0.01% to about 2%, based on the total weight of the composition. 
     
     
       12. The method of  claim 10 , wherein the coenzyme Q 10  compound is present in the weight range of about 0.01% to about 1.0%, based on the total weight of the composition. 
     
     
       13. The method of  claim 1 , wherein a molar ratio of the compound of formula (I) to the coenzyme Q 10  compound is about 1 to 1 to about 40 to 1. 
     
     
       14. The method of  claim 13 , wherein the molar ratio of the coenzyme Q 10  compound to the compound of formula (I) is about 0.01 to about 0.06. 
     
     
       15. The method of  claim 1 , wherein a molar ratio of the compound of formula (I) to the coenzyme Q 10  compound is about 10 to 1 to about 55 to 1. 
     
     
       16. The method of  claim 1 , wherein the coenzyme Q 10  compound is selected from the group consisting of ubiquinone, ubisemiquinone, ubiquinol, and mixtures thereof. 
     
     
       17. The method of  claim 16 , wherein the coenzyme Q 10  compound is ubiquinone. 
     
     
       18. The method of  claim 1 , wherein a molar ratio of the coenzyme Q 10  compound to the compound of formula (I) is about 0.05% to about 5%, based on the total weight of the composition.